Heorg koerner



UNITED TATEt l l l l l i l Farmer @rri :EORG KOERNER, OF LUDNIGSHAFEN-ON FIIE-Rl'l'INE, 13A." Ulltlrl, ASSlGll OR TO THE BADISOHE ANILIN' AND SODA FABRIK, OF lllANNlllllllll GERMANY.

RED EYE.

SPECIFICATION forming part of Letters Patent No. $29,350, dated June 3, 1890.

Application filed March 8, 1890. Burial llo. 342,458. (Specimens) Patented in AugustZ7,1889,llo. 13,568.

of which the following, isa specification. 4

Myinvention relates to the manufacture of a new dye-stuff from orthomcia-tolidine and naphthionic acid, which dyes umnordauted cotton a bright-red color of, a yellowor shade than that obtained with the corresponding socalled Congo and benzopurpuiin dye studs obtained by the combination of naphthionic acid with benzidinc and ortho-toli d in e, respectively.

My said coloring-matter bclon to the class of so-callcd diazo compounds, (that is, bodies which contain the N-:N- group twice,)

and is chemically a sodium salt of a sulphoacid with the composition represented by the formula 4.70) are well stirred with about eighteen and a half (18.5) parts of hydrochloric acid containing about twenty-five per cent, of free hydrochloric acid (H 01) and about three hundred (300) parts of watei and one hundred (100) parts of ice, and into this about four auda half (4.5) parts ofsodium nitrite (containing about ninety-six per cent. pure sodium nitrite NaNO dissolved in -about-nine (9) parts of water are slowly run, and tho stirring Germany March 22, 1889, and in England is subsequently continued for about two hours, (in ring which time, as du ring the whole reaction, the temperature should be kept at about 0" ccntigrado. 'lhe tctrazo compound thus obtained is next poured into a solution lot-abouttwenty-two and a half (226) parts of (crystallized naphthionate of soda and about twenty (20) parts of crystallized sodium ace fate in about four hundred and fifty (4-50) parts of water, the temperature of which solution should be about 0 centigrade. After stirring for about an hour about nine (9) parts of calcined soda are added, and the stirring is continued for three or four days. The coloringcuattcr which inayhavo partly sepa rated out is then completely precipitated with com mon salt, collected and pressed, and puri i ficd by repeatedly rcdissoly'iug in hot Water and reprecipitating' with comniou salt. The dye-stull' is a rcddisli'browu powdciy'easily soluble in hot water, ratlmr less soluble in cold, soluble in alcohol with a more yellowish color than in water, insoluble in benzinc. An aqueous solution (one orxetliousandth) upon treatment with an equal volume of acetic acid (thirty per cent.) yields a dirty purple solu 7 5 tion, and after standing a precipitate o; the same color. By adding to a similar aqi eous solution an equal volume of hydrochloric acid (twentyfive per cent. H01) a blue precipitate lis at once obtaiued. It dyes cotton directly 80.

from the alkaline or soap bath a brilliant scarlet color without the aid of a mordant.

I am aware that red dye-stuffs which fix themselves on cotton without the aid of a iuo'rdaut have been prepared. from benzidine c5 and ortho-tolid ine by combination of the same with naphthionic acid; but I am not aware that orthometa-tolidinchas been used for this purpose. Indeed, it has up to the present time been regarded as a natural law that meta 9o derivatives of benzidinc could not yield dyes of this nature. (Schulta' Chemic. dos Stein Kohlcn timers, 2d Edit, r01. 2, p. 258. Weingdrtnc'r, Chcm'ikcr Zcifu-ng, .Zlla-rch 25, 1888, A 0 25.) I

My hcrcinbeiore -dcscribcd new dye-stuff differs essentially from the above-mentioned derivatives of bcuzidine and ortho-tolidino,

e known in commerce respectively :0 and benzopnrpurine, in that mton a decidedly yellower tint of red. claim as new, and desire to secure rs Patent, is-

cw composition of matter, the here described diazo dye-stuff .zwrhicll ren the combination of two molecules bionic acid with one moleci'lle of the erivative obtained by no action of cid on orth wlUWi-rdlldiiif}, and which :terized by the following properties: ddish-brown powder easily soluble in r, slightly less soluble in eoithsoluble )1 with a more yellowish color than insoluble in benzine; an aqueous (one one-thousandth) upon treatment with an equal volume of acetic acid (thirty per cent.) yields a purple solution, and after standing a precipitate of the same color; hydrochloric acid (twenty-five per cent.) gives at once a blue precipitate from the same solution, and the dye-stint dyes cotton in the alkaline bath withent the aid of a mordant a brilliant red color with a slightly-yellow shade, all substantially as described.

In testimony whereof I have hereunto set my hand in the presence of two subscribing witnesses.

GEORG KOERNER.

Witnessesi German SoHnAUnn, HEM [ANN HAUZ.

Corrections Letters Patent- No 429,350,,

Oountersigned Aifidavit having been filed showing that no foreign patent had been granted for the invention described in the specification annexed to Letters Patent No. 429,350, granted J une 3, 1890, upon the application of Georg Koerne-r, of I Ledwigshafen-onthe-Rhine?"- Bavaria, Germany, for an improvement in Red Dyes, previous to the date of grantingsaid patent, it is hereby certified that the words subject to the limitation prescribed by Section 4887, Revised Statutes, by reason of German patent dated March 22, 1889,

and English patentidated August 27, 1889, No. 13,558, at the end of the grant, the words and figures Patented in Germany March 22, 1889, and in England August 27, 1889, No. 13,558, at the head of the specification, and the words and figures for which I have obtaincd'Lettei-s Patent in Great Britain, No. 13,558, dated August 27,

1889, and in Germany, dated March 22, 1889, in lines 9, 10, andll of page 1 of the printed specification should, he=striekea-"out -and that the said Letters Patent should the casein the Batent Office as corrected. v

Signed, countersigned, aru sealed this 29th day of July, A. D. 1890.

[SEAL] CYRUS BUSSEY,

Assiafae-zfi Secretary of the. Interior.

be read with these corrections therein that the same may conform to the record 0i" 0. E. MITCHELL,

Commissioner of Patents. v 

